Family-Friendly Vacation Rentals in Little Italy, ON: Compare 10+ Sites & Save

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696 Best Family Vacation Rentals in Little Italy (Starting from $74)

Taste Of Little Italy-Proud Canadian Owned
Taste Of Little Italy-Proud Canadian Owned
House
Toronto, Canada
0.2k from Little Italy center

Accommodations, Parking, Homestays, Pet-friendly, Lodgings, Places to stay

3 Bedrooms2 Guests
4.0

Review score

2 reviews

$119
Average price / night
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Modernist Home + Nanny Suite + Backyard + 2 Parking\n--> airbnb superhost
Modernist Home + Nanny Suite + Backyard + 2 Parking\n--> airbnb superhost
House
Old Toronto, M6J 2K8, Canada
0.5k from Little Italy center

AC, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
New to Booking
$244
Average price / night
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Exclusive 4 Bedroom Townhouse
Exclusive 4 Bedroom Townhouse
House
Toronto, Canada
0.3k from Little Italy center

Security/Safety, Balcony/Terrace, Barbecue/Outdoor Cooking, Air Conditioner, Parking, Fireplace/Heating, Guest Services

4 Bedrooms11 Guests
New to Booking
$368
Average price / night
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New Cozy and Beautiful Apartment
New Cozy and Beautiful Apartment
Apartment
Toronto, M6G 3T4, Canada
1.0k from Little Italy center

AC, Dryer, Heater, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking

1 Bedroom4 Guests
New to Booking
$145
Average price / night
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Great cozy space in a great location
Great cozy space in a great location
Apartment
Toronto, Canada
0.6k from Little Italy center

Internet, Parking, Child Friendly

1 Bedroom2 Guests
New to Booking
$104
Average price / night
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Spectacular Terrace - City/Lake View - 5 mins from major attractions
Spectacular Terrace - City/Lake View - 5 mins from major attractions
Condo
Toronto, M6K 0A1, Canada
1.4k from Little Italy center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
New to Booking
$209
Average price / night
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House in the Heart of the City
House in the Heart of the City
House
Canada
0.6k from Little Italy center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Places to stay

1 Bedroom6 Guests
8.0

Good

1 reviews

$953
Average price / night
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Chic High Rise In King West | Free Parking!
Chic High Rise In King West | Free Parking!
Condo
Toronto, M5V 2W8, Canada
1.4k from Little Italy center

AC, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet

1 Bedroom2 Guests
New to Booking
$164
Average price / night
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Suite in the heart of downtown Toronto
Suite in the heart of downtown Toronto
Apartment
Toronto, Canada
0.6k from Little Italy center

Apartments, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Self-catering

1 Bedroom3 Guests
7.8

Good

12 reviews

$229
Average price / night
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100% Walk Score! NEW Large, High Ceilings, Designer Luxury Open Style Live/Work!
100% Walk Score! NEW Large, High Ceilings, Designer Luxury Open Style Live/Work!
Condo
Toronto, M5V 1S1, Canada
1.5k from Little Italy center

AC, Arcade, Crib, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet

1 Bedroom3 Guests
10.0

Exceptional

1 reviews

$233
Average price / night
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Hidden Gem - 3 BR Steps to Little Italy and UofT
Hidden Gem - 3 BR Steps to Little Italy and UofT
Apartment
Toronto, Canada
0.7k from Little Italy center

Apartments, Cheap, Accommodations, Lodgings, Places to stay

3 Bedrooms6 Guests
8.0

Good

7 reviews

$289
Average price / night
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3Br/2B KING BED Herman Miller + Sit Stand WFH Downtown King West Stackt Market
3Br/2B KING BED Herman Miller + Sit Stand WFH Downtown King West Stackt Market
Condo
Toronto, M5V 0S5, Canada
1.6k from Little Italy center

AC, Balcony, Barbecue, Crib, Dryer, Elevator, Fitness Equipment, Free Parking, Heater

3 Bedrooms5 Guests
10.0

Exceptional

1 reviews

$132
Average price / night
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Luxury 2-Bedroom Oasis at College & Bathurst
Luxury 2-Bedroom Oasis at College & Bathurst
House
Toronto, Canada
0.7k from Little Italy center

Luxury, Cheap, Accommodations, Villas, Vacation homes, Cottages, Lodgings, Places to stay

3 Bedrooms6 Guests
7.5

Good

4 reviews

$857
Average price / night
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Smart Condo with a Great Location
Smart Condo with a Great Location
Condo
Toronto, M5V 0W7, Canada
1.7k from Little Italy center

AC, Barbecue, Crib, Dryer, Fitness Equipment, Heater, Internet, Kitchen, Laundry

1 Bedroom3 Guests
New to Booking
$111
Average price / night
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6 Bedroom 2 bathroom for small group of working people
6 Bedroom 2 bathroom for small group of working people
House
Toronto, Canada
0.7k from Little Italy center

Accommodations, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay, Self-catering

6 Bedrooms12 Guests
7.0

Good

1 reviews

$1000
Average price / night
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Luxurious 1BHK Condo - Balcony - Free Parking
Luxurious 1BHK Condo - Balcony - Free Parking
Apartment
Toronto, M5V 4B2, Canada
1.8k from Little Italy center

AC, Balcony, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen, Laundry

1 Bedroom5 Guests
New to Booking
$540
Average price / night
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O Canada Guest House
O Canada Guest House
House
Toronto, Canada
0.8k from Little Italy center

B&bs, Accommodations, Guest houses, Homestays, Lodgings, Places to stay

3 Bedrooms6 Guests
7.7

Good

66 reviews

$74
Average price / night
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Lovely and spacious 2-bedroom condo + free parking
Lovely and spacious 2-bedroom condo + free parking
Apartment
Toronto, M5V 4B2, Canada
1.8k from Little Italy center

AC, Balcony, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
New to Booking
$144
Average price / night
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Cozy Lower Level Apartment in Trendy Neighbourhood
Cozy Lower Level Apartment in Trendy Neighbourhood
Apartment
Canada
0.8k from Little Italy center

Apartments, Accommodations, Lodgings, Places to stay

1 Bedroom2 Guests
5.0

Review score

2 reviews

$184
Average price / night
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Luxury penthouse with a beautiful view, 3 bedrooms, private balcony, and more.
Luxury penthouse with a beautiful view, 3 bedrooms, private balcony, and more.
Apartment
Toronto, M6K 0H8, Canada
1.9k from Little Italy center

AC, Arcade, Barbecue, Dryer, Elevator, Fitness Equipment, Heater, Internet, Kitchen

3 Bedrooms6 Guests
New to Booking
$243
Average price / night
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Urban Oasis, 3-Bedroom Apartment at Prime Location
Urban Oasis, 3-Bedroom Apartment at Prime Location
Apartment
Toronto, Canada
0.8k from Little Italy center

Apartments, Accommodations, Lodgings, Places to stay

3 Bedrooms8 Guests
New to Booking
$775
Average price / night
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Spacious apartment in the heart of Toronto! Close to historic & touristic sites.
Spacious apartment in the heart of Toronto! Close to historic & touristic sites.
Condo
Toronto, M5V 0G6, Canada
1.9k from Little Italy center

AC, Balcony, Breakfast Available, Crib, Dryer, Elevator, Fitness Equipment, Free Parking, Heater

1 Bedroom5 Guests
9.4

Superb

3 reviews

$394
Average price / night
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2-Bedroom Downtown Toronto (Free Parking): Shorter Rentals Available (please DM)
2-Bedroom Downtown Toronto (Free Parking): Shorter Rentals Available (please DM)
Condo
Toronto, M5V 4A2, Canada
2.0k from Little Italy center

AC, Arcade, Balcony, Barbecue, Dryer, Elevator, Fitness Equipment, Free Parking, Heater

2 Bedrooms5 Guests
New to Booking
$206
Average price / night
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Spacious Corner Loft in King West Toronto
Spacious Corner Loft in King West Toronto
Apartment
Toronto, M5V 3P7, Canada
2.0k from Little Italy center

AC, Balcony, Breakfast Included, Crib, Dryer, Elevator, Fitness Equipment, Free Parking, Heater

2 Bedrooms4 Guests
New to Booking
$220
Average price / night
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Penthouse 2-story Loft (Downtown Toronto)
Penthouse 2-story Loft (Downtown Toronto)
Condo
Toronto, M5V 3P1, Canada
2.1k from Little Italy center

AC, Balcony, Barbecue, Dryer, Elevator, Fireplace, Fitness Equipment, Free Parking, Heater

3 Bedrooms6 Guests
New to Booking
$490
Average price / night
Check Availability
Luxury Entire Condo in Downtown
Luxury Entire Condo in Downtown
Condo
Toronto, M5V 0E9, Canada
2.1k from Little Italy center

AC, Balcony, Barbecue, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Hot Tub

1 Bedroom2 Guests
New to Booking
$85
Average price / night
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Luxurious Lakeside Suite Near CN Tower – C$69/night
Luxurious Lakeside Suite Near CN Tower – C$69/night
Condo
Toronto, M5V 4A2, Canada
2.2k from Little Italy center

AC, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Laundry, Microwave, No Smoking

1 Bedroom2 Guests
New to Booking
$230
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Family Vacation Rentals in Little Italy.

Where to stay in Little Italy? Best neighborhoods & areas

Stay Near Little Italy's Top Attractions

VacationByOwnerRentals can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.

Little Italy Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 696 verified family-friendly vacation rentals in Little Italy. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Little Italy vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $74 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Little Italy offer baby-friendly items such as high chairs, cribs, or pack-and-play options. Availability can vary, so it’s helpful to check the listing details before booking.

Yes, some rentals in Little Italy are well suited for multi-generational stays, offering multiple bedrooms, separate living areas, and enough space for larger groups to stay comfortably together.

For busy travel periods such as school holidays or summer breaks, booking 90 to 120 days in advance is recommended to secure the best options. Availability may be more flexible during quieter times of the year.

Family-friendly rentals in Little Italy often include amenities such as Child Friendly, Fireplace/Heating, and Internet. These features help make stays more convenient and enjoyable for both adults and children.

You can use search filters to find rentals that offer features like game rooms, playgrounds, or entertainment areas. Checking property descriptions can also help you identify homes that are well suited for families with children.